About the reaction of aryl fluorides with sodium sulfide: Investigation into the selectivity of substitution of fluorobenzonitriles to yield mercaptobenzonitriles via S NAr displacement of fluorine Journal Article

  

Authors:	Taldone, T.; Patel, P. D.; Patel, H. J.; Chiosis, G.
Article Title:	About the reaction of aryl fluorides with sodium sulfide: Investigation into the selectivity of substitution of fluorobenzonitriles to yield mercaptobenzonitriles via S NAr displacement of fluorine
Abstract:	In this report we describe a simple synthesis of mercaptobenzonitriles from the reaction of fluorobenzonitriles with Na 2S in DMF at room temperature and following direct treatment with Zn/HCl. Significantly, 2- and 4-fluorobenzonitriles substituted with chlorine or bromine, but not iodine, undergo selective substitution of fluorine at room temperature to yield synthetically useful halo-substituted mercaptobenzonitriles. © 2012 Elsevier Ltd. All rights reserved.
Keywords:	selectivity; aryl fluoride; mercaptobenzonitrile; s; nar; sodium sulfide
Journal Title:	Tetrahedron Letters
Volume:	53
Issue:	20
ISSN:	0040-4039
Publisher:	Pergamon-Elsevier Science Ltd
Date Published:	2012-05-16
Start Page:	2548
End Page:	2551
Language:	English
DOI:	10.1016/j.tetlet.2012.03.032
PROVIDER:	scopus
DOI/URL:	http://www.scopus.com/inward/record.url?eid=2-s2.0-84859763801&partnerID=40&md5=ba5ae596657c17d123e289c83ab9f6ae
Notes:	--- - "Export Date: 1 May 2012" - "CODEN: TELEA" - "Source: Scopus"

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